55 Greek Islands holidays found
Sailing holiday in the Aegean Sea
Unique sailing adventure off the beaten track in Greece
From £520 to £635 7 days ex flights
Small group travel:
2018: 9 Jun, 16 Jun, 23 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct
Greek Islands sailing holiday, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From £999 to £1,099 8 days ex flights
Small group travel:
2018: 26 May, 9 Jun, 23 Jun, 7 Jul, 21 Jul, 4 Aug, 18 Aug, 1 Sep, 15 Sep
2019: 11 May, 25 May, 8 Jun, 22 Jun, 6 Jul, 3 Aug, 17 Aug, 31 Aug, 14 Sep, 28 Sep
2019: 11 May, 25 May, 8 Jun, 22 Jun, 6 Jul, 3 Aug, 17 Aug, 31 Aug, 14 Sep, 28 Sep
Late availability on these dates: 26 May, 09 Jun, 23 Jun, 07 Jul, 21 Jul, 04 Aug, 18 Aug
Naxos and the small Cyclades walking holiday, Greece
Walk and discover Naxos and the unspoilt Small Cyclades
From £592 to £914 10 days ex flights
Small group travel:
2018: 26 May, 2 Jun, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct
Rhodes family activity holiday in Greece
Explore beautiful Rhodes with your family
From €1,250 8 days ex flights
Small group travel:
2018: 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug
Helpdesk
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Luxury Greek Island holiday accommodation
Private country estate by the sea on Greek island of Ithaca
From €2,495 to €4,950 per week (sleeps 4-6)
Accommodation
Greek Island hopping cruise in the Aegean
Cruise the Greek Islands on board a classic sail cruiser
From £1,609 8 days ex flights
Small group travel:
2018: 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct
Sailing holiday in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From £999 to £1,129 8 days ex flights
Small group travel:
2018: 2 Jun, 16 Jun, 30 Jun, 14 Jul, 28 Jul, 11 Aug, 25 Aug, 8 Sep, 22 Sep
2019: 18 May, 1 Jun, 15 Jun, 29 Jun, 13 Jul, 27 Jul, 10 Aug, 7 Sep, 21 Sep
2019: 18 May, 1 Jun, 15 Jun, 29 Jun, 13 Jul, 27 Jul, 10 Aug, 7 Sep, 21 Sep
Late availability on these dates: 02 Jun, 16 Jun, 30 Jun, 14 Jul, 28 Jul, 11 Aug, 25 Aug
Cyclades walking holidays in Greece
A gently active holiday in the Cyclades
From £1,179 to £1,329 8 days inc UK flights
Small group travel:
2018: 24 Jun, 2 Sep, 16 Sep, 23 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
2019: 14 Apr, 28 Apr, 12 May, 19 May, 26 May, 9 Jun, 23 Jun, 8 Sep, 15 Sep, 22 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct
2019: 14 Apr, 28 Apr, 12 May, 19 May, 26 May, 9 Jun, 23 Jun, 8 Sep, 15 Sep, 22 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct
Late availability on these dates: 24 Jun
Karpathos and Rhodos walking & cultural holiday, Greece
Beautiful hikes, cultural walks and swimming every day!
From €1,257 11 days ex flights
Small group travel:
2018: 10 Jun, 21 Jun, 5 Jul, 19 Jul, 6 Sep, 20 Sep
Rural Crete holiday villa, Greece
Spectacular views from luxury accommodation in Crete Mountains
From €110 to €230 per accommodation per night (sleeps 2-4)
Accommodation
Cyclades walking holiday, Greece
Walk ancient paths and enjoy stunning Cycladic sceneries
From £592 to £640 7 days ex flights
Small group travel:
2018: 26 May, 15 Sep, 22 Sep
Cyclades sailing & walking holiday in Greece
Combine a sailing & hiking adventure around the Cyclades
From £685 to £759 7 days ex flights
Small group travel:
2018: 9 Jun, 1 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct
Kefalonia, Lefkada & Ithaki walking holiday
Walk with us and explore the lush, green Ionian islands
From £622 to £998 10 days ex flights
Small group travel:
2018: 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 15 Sep, 22 Sep, 29 Sep
Crete tailor made holiday
Great food, gentle walks, picturesque drives in rural Crete
From €1,700 to €2,200 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Helpdesk
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Greek island hiking holiday in Serifos
Hike to hill-top villages, a monastery, a winery
From €300 5 days ex flights
Small group travel:
2018: 23 Jun, 8 Sep, 6 Oct
Naxos and Amorgos hiking holiday, Cyclades Greece
Naxos-Amorgos. Amazing memorable walking adventure holiday!
From €1,408 10 days ex flights
Small group travel:
2018: 21 May, 29 May, 13 Jun, 21 Jun, 8 Jul, 20 Jul, 2 Sep, 13 Sep
Kythnos walking holiday, Greece
Activity holidays to the West Cyclades. Exploring Kythnos!
From €526 5 days ex flights
Tailor made:
Available between March – November
Eastern Crete cycling tour, Greece
Exciting cycling tour in stunning East Crete in Greece
From €795 to €1,280 8 days ex flights
Tailor made
Sailing and cycling Cyclades holiday, Greece
Self-guided cycling & sailing tour in the stunning Cyclades
From €1,280 8 days ex flights
Small group travel:
2018: 26 May, 2 Jun, 9 Jun, 16 Jun, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct
Western Crete cycling holiday
Unique cycling tour in the beautiful west Crete in Greece
From €780 to €1,250 8 days ex flights
Small group travel:
2018: 26 May, 2 Jun, 9 Jun, 16 Jun, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov
Greek Island cruising holiday
Discover a side of Greece riddled with myth and magic.
From £2,455£1,964 to £3,065£1,968 8 days ex flights
Small group travel:
2018: 1 Aug, 8 Aug, 5 Oct
Up to £490 off. Late availability on these dates: 01 Aug, 08 Aug
Crete self-guided walking holiday, Greece
Selfguided trekking in Samaria Natural Park & South coasts
From €595 to €655 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Family sailing holiday in the Cyclades, Greece
Enjoy the beauty of the Greek islands
From £975 to £1,219 8 days inc UK flights
Small group travel:
2018: 29 Jul, 5 Aug, 19 Aug
Walking holiday in Crete
Hike the Samaria Gorge and enjoy the beaches and simple life
From £1,055 to £1,195 8 days inc UK flights
Small group travel:
2018: 27 May, 9 Sep, 16 Sep, 23 Sep
Greece in 10 days small group holiday
A complete tour of Greece in 10 days
From €1,999 10 days ex flights
Small group travel:
2018: 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct, 5 Nov, 12 Nov, 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
Greek Island tour, cruise on the Aegean Sea
Greek Island hopping holiday on a deluxe yacht
From £2,655 10 days ex flights
Small group travel:
2018: 24 May, 31 May, 14 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 13 Sep, 20 Sep, 4 Oct, 18 Oct
Greece walking holiday with beaches
Greece mountains and beaches walking tour
From €780 to €990 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Ancient Greece & beach holiday, small group
10 days Classic Greece and Santorini
From £1,399 to £1,699 10 days ex flights
Small group travel:
2018: 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec
Late availability on these dates: 02 Jun, 09 Jun, 16 Jun, 23 Jun, 30 Jun, 07 Jul, 14 Jul, 21 Jul, 28 Jul, 04 Aug, 11 Aug, 18 Aug, 25 Aug
Karpathos walking holiday in Greece
Discover Karpathos Island, on a 10 day walking tour!
From €985 to €1,200 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Birdwatching holiday in Greece
Birdwatching in the Greek Dodecanese islands
From €930 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
From
£520
excluding flights
Dolphins around the bow of the yacht, beautiful beaches and villages, the walk up to the church on the hill in Chora, Folegandros was all amazing. (more)Alison Sowerby
The beauty of the islands of the Small Cyclades we visited--Iraklia, Amorgos, Koufonissi, Antiparos... All stunning and with a wonderful, relaxed vibe. (more)Elizabeth Bauza
The highlight was a beach BBQ on a deserted beach and near-full moon. Fantastic holiday. Our skipper and Divemaster were fantastic and made this a memorable, relaxing holiday. (more)Yusuf Nagree
From
£622
excluding flights
The fact that our excellent Greek guide was able to give us so much information about the islands, and also about Greek life in general. Through her we met a number of locals and felt it was altogether a very Greek experience. (more)Christa Laird
I had a fantastic time, enjoyed the wonderful walks, the natural environment and the great company! (more)Alex Pooley
Excellent. I will be back next year! I would not hesitate to recommend to a friend. (more)Violet Holley
From
£999
excluding flights
Memorable parts?
Being with family, making new friends and seeing the beautiful islands.
Tips?
It's a very slow relaxing trip.
Local benefits?
Helped local people
Overall rating?
The holiday was amazing, trust your skipper was great at sailing the boat but not very good with information about the islands. We would ask him a question
and 90% of the time it was i hate that island, just sit and have a coffee. We had a lot of wasted time waiting. (more)Debra Klein
From
£1,179
including UK flights
We thoroughly enjoyed all aspects and thought everything well thought out and organised. Loved the ferry journeys. So nice it was all taken care of. 10 out if 10. Wished we could experience it all again. Onwards and upwards maybe try out some mire walking hols! (more)Annette Scott
The highlight was the walks in the countryside surrounded by spring flowers and wild herbs. The three islands were very different, but each were magical in their own way. It was a very good group with a very enthusiastic leader and it gave me a taste of what the Greek islands can offer. (more)Rosemary Chinchen
Our guide gave us all good instruction and confidence and we had a fantastic time paddling over a sunken city and seeing turtles. The coastline is stunning and colours are amazing.
(more)Diana Rybinski
From
£592
excluding flights
Enjoying nature and the small villages - I loved the local food we had when the taverna wasn't even open yet. (more)Jocelyn Wessling
There were many memorable moments. The variety of walks and the stark differences of the three Islands. The abundance of Spring flowers and herbs along the trails - beautiful! The thrill of reaching the top of Mt Zeus, and the many delicious meals shared in small village Tavernas. (more)Joy Field
The highlight was the views from the top of Mount Zas on Naxos and the tranquillity of Iraklia. (more)Jamie Johnson
From
£685
excluding flights
Fantastic! Very memorable. Something I'd want to repeat. (more)Jane Cousins
There were many 'wow' factors - the weather, the unspoiled islands, the clear unpolluted waters we sailed and swam in, stunning walks/hikes learning the history of the Cyclades, the friendly locals and the great food.
(more)Angela Wingfield
Excellent, forgot how blue and clear the water is, and it was great to get to the smaller islands were people lived their everyday lives, highly recommend this holiday. (more)Louise jones
From
£592
excluding flights
Hard to pick one the most memorable moment, maybe climbing up to monastery on highest point on Sifnos. Fantastic views from the B&B whatever the time of day. Both islands were really interesting. (more)Cherry Shelton
The most memorable was climbing the peak to San Simeon on Sifnos. (more)Caroline Shuffrey
This holiday fulfilled my expectations in providing amazing walks off the beaten track and the opportunity to see rural places not visited by most tourists. (more)Hannah Wilson
From
£1,609
excluding flights
Memorable parts?
The warmth, kindness and hospitality of the Greek people
Tips?
It's a relaxing trip, most on board are of a more mature age. Shame there are not more round the mid 40's - mid 50's yr looking for this type of fulfilment. Its a lovely trip.
Local benefits?
Yes, we were encouraged to walk the back streets and mingle in order to distribute our possible expenditures and support around each island
Overall rating?
I'd rate it a 6 for these reasons:
1.... (more)Rosanne Sene
From
£592
excluding flights
Memorable parts?
The evening walk to the fortress at Exomvourgo on Tinos with views of the surrounding villages and the sun setting across the sea. Also the walk to visit the monastery on Andros, meeting the monks and eating lunch prepared by the abbott was very special. The profusion of wild flowers on the old stone paths, the landscape of stone walls and terraces.
Tips?
Go in May- warm enough to swim, not too hot for walking. Feeling of places getting geared up for the summer... (more)Carys Evans
From
£454
excluding flights
Memorable parts?
The personal challenge of completing the hikes myself, the isolated walks in a rugged yet serene environment, arriving at key sites all tired, hot and sweaty whilst other tourists were in pristine condition (must be those air conditioned vehicles), the locals friendliness and hospitality, the local cuisine (the wines are must-have) and of course picturesque Santorini itself with its churches and caldera. Ooops, I just couldn't choose one!
Tips?
A few things to consider:
1.... (more)Neena Kumar
From
€750
excluding flights
Memorable parts?
Tips?
Local benefits?
Overall rating?
An excellent experience !!! We didn't want to leave. (more)Susan Fitzpatrick
From
£1,212
excluding flights
Memorable parts?
Sailing and learn a bit on how to do it
Tips?
Try to build a nice team spirit with your co-travellers
Local benefits?
We tried to do so
Overall rating?
I would give it an 8 or 9 over 10 (I am very demanding) ;) (more)Ana Granadero
From
€1,250
excluding flights
Memorable parts?
The children had the most wonderful time, they were on the go all the time and loved all the new adventures and activities
Tips?
Dont hesitate - this is worth doing!
Local benefits?
All the activities, hotels and restaurants that we used / went to were owned and run by locals which gave us a sense of not only an authentic experience but that we were contributing to the local economy.
Overall rating?
We had an excellent time and enjoyed every minute... (more)Lindsay Earle
From
£592
excluding flights
The highlight was reaching some amazing views by walking and then having a delicious dinner at a small Taverna serving local specialities. This was a lovely holiday and our guide Annie was very well organised and friendly whilst being flexible and relaxed which made the trip very enjoyable. (more)Anne-Marie Mayer
Beautiful views. Very relaxed. Times were respected. (more)Keri K
Excellent...we stayed at a family run guesthouse, ate at local taverns, tried local products, used public transport and walked to get to places. We cleaned up a beach after having a picnic. Our guide in general provided useful information about the local flora and fauna, the culture, economy and environmental issues (more)Xenia Karantani
From
€2,495
per week (sleeps 4-6)
Birds, bats, bees, lizards, pine martens, countless types of flowers and olive, eucalyptus and cypress trees blend in with the traditional style houses. We loved the walks around the forest... I could have spent the entire 10 days happily without leaving the estate at all.
(more)Chris Kearney
A wonderful holiday which far exceeded our expectations. (more)Susan Purnell
The location of the accommodation, our home for the next few weeks was simply stunning. The gardens lovingly tended to by the owners Marilyn and Spero, provide a perfect relaxing haven to unwind. The entrance to our cottage was awash with wisteria and the fragrance of white jasmine filled the air. Spotting a Pine Martin one evening was really exciting for all of us! The place is awash with all kinds of wildlife, green lizards, giant centipedes, and birdlife galore. A very exciting playground for... (more)Alison Brookes Day
From
£1,295
excluding flights
From
£520
excluding flights
Every moment on the boat was highly enjoyable, the islands we travelled to were extremely beautiful, the food was exquisite, the sea so clean and blue as you would only imagine on postcards. The most memorable moment of the holiday was a night swim and snorkel amidst the luminous plankton. (more)Carolin Sommer
Fantastic we were well looked after, and very welcome on board the sailing boat. Swimming and sailing also the Greek food and Taverna's recommended by Annie and Satera were fantastic. (more)Vanessa Sutcliffe
From
£683
excluding flights
The whole experience was wonderful. Sotiris, our skipper was fantastic , very professional, kind and fun. This holiday was wonderful...it could not have been better...we should have stayed longer. It really was a very unique experience, very special to me. (more)Joanne David
Excellent! Every aspect was amazing. My partner and I are both deeply grateful to everyone who works for the operator for making such a special and memorable experience. We will almost certainly be booking up again! (more)Alison Crawford
A fabulous holiday. Sotiri and Melita were delightful and knowledgeable hosts. Annie who did the reservations was efficient and friendly. The boat was well equipped, safe and comfortable and the fellow guests good company. (more)Susan Sargeant
From
£846
excluding flights
The visit to Kastro was very enjoyable. The walk it was good, the town was beautiful at dusk and our dinner was very enjoyable with live local musicians. (more)Leanne Nicholson
The hikes were thoughtfully selected as they were scenic, exposed us to local culture/lifestyle and mileage covered was sufficiently challenging. Excellent trip. (more)Sze Mei Lim
From
€580
excluding flights
Memorable parts?
Everything! Although the weather in Karpathos island is a bit dry, it has plenty of resources, olive & almond trees, honey, large variety of herbs, dairy and sea food. Majority of the food is homemade. The clear blue sky and sea, the spring breeze, the cleanliness of the island.
And...how to make the goats as obedient as dogs :)
The people are so friendly which makes me feel like I am one of them. Hotel room is clean, very good service and cooked me good food everyday.... (more)Phyllis Lee
From
£1,055
including UK flights
From
€110
per accommodation per night (sleeps 2-4)
It's a challenge to choose one most-memorable memory, since there was something particularly wonderful every day we spent at Panokosmos. The pinnacle, though, must have been the romantic five-course meal that John and Yasmin prepared for us on our last evening (more)Zachary Cole
Best bits: The incredible views; the comfortable and beautifully designed house and garden; the excellent pool; the attention to detail, the careful and helpful planning, the warm welcome and great food and wine. Books and maps, and wifi also v good. Sea, mountains, ruins to explore. (more)Caroline Schwaller
Very enjoyable and refreshing introduction to the beauty and charms of inland
Crete. (more)Rob Lamond
From
€59
per room per night
